1-(4-fluorophenyl)-6-methyl-9H-pyrido[3,4-b]indole | 1148028-84-5

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 1-(4-fluorophenyl)-6-methyl-9H-pyrido[3,4-b]indole
• CAS: 1148028-84-5
• 化学式: C₁₈H₁₃FN₂
• 分子量: 276.313
• InChiKey: KINJCDQATQDBLM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-甲基色胺 、 对氟苯甲醛 在 montmorillonite K-10 、 palladium 10% on activated carbon 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 0.75h， 以88%的产率得到1-(4-fluorophenyl)-6-methyl-9H-pyrido[3,4-b]indole
  参考文献：
  名称：

  A direct synthesis of β-carbolines via a three-step one-pot domino approach with a bifunctional Pd/C/K-10 catalyst

  摘要：

  A rapid, microwave-assisted synthesis of beta-carbolines via a Successive condensation/cyclization/dehydrogenation approach is described. This methodology involves the coupling of various tryptamines with aromatic aldehydes/glyoxals. The product imine undergoes a Pictet-Spengler cyclization followed by a final dehydrogenation to yield beta-carbolines in a three-step domino reaction. The use of the bifunctional catalyst Pd/C/K-10 combined with microwave irradiation enabled the synthesis of beta-carbolines in short reaction times and in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.01.143

文献信息

• A direct synthesis of β-carbolines via a three-step one-pot domino approach with a bifunctional Pd/C/K-10 catalyst
  作者：Aditya Kulkarni、Mohammed Abid、Béla Török、Xudong Huang

  DOI：10.1016/j.tetlet.2009.01.143

  日期：2009.4

  A rapid, microwave-assisted synthesis of beta-carbolines via a Successive condensation/cyclization/dehydrogenation approach is described. This methodology involves the coupling of various tryptamines with aromatic aldehydes/glyoxals. The product imine undergoes a Pictet-Spengler cyclization followed by a final dehydrogenation to yield beta-carbolines in a three-step domino reaction. The use of the bifunctional catalyst Pd/C/K-10 combined with microwave irradiation enabled the synthesis of beta-carbolines in short reaction times and in good to excellent yields. (C) 2009 Elsevier Ltd. All rights reserved.